SCS-C004014
stachyboside B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Drimane sesquiterpenoids
Glycoside
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Xisha Islands
DOI:
10.1021/np400683h
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
566.6 Da
Threshold ≤ 500
ALogP
0.40
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C29H42O11
Molecular Weight:
566.6440 Da
SMILES:
C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)[C@H](O)C[C@]2(C)[C@@]12Cc1c(O)cc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(C=O)c1O2
InChIKey:
RBPQAJXLZIGYHF-OZRGYNMPSA-N
InChI:
InChI=1S/C29H42O11/c1-13-5-6-20-27(2,3)25(37)18(33)9-28(20,4)29(13)8-15-17(32)7-14(16(10-30)24(15)40-29)12-38-26-23(36)22(35)21(34)19(11-31)39-26/h7,10,13,18-23,25-26,31-37H,5-6,8-9,11-12H2,1-4H3/t13-,18-,19-,20+,21-,22+,23-,25-,26+,28+,29-/m1/s1
Calculated Properties
ALogP:
0.399 lipophilicity
TPSA:
186.37 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
11
Rotatable Bonds:
5
Ring Count:
5
(1 aromatic)
Chiral Centers:
11
Fsp³:
0.7586 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004014
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.